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Upcoming Chicago Events

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Spring Awakenings
May2
Theatre & Performing Arts

Spring Awakenings

In a world where curiosity is stifled and questions are met with silence, a group of teenagers finds themselves thrust into the chaos of adolescence…

Friday, May 2nd
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Spring Awakenings
May2
Theatre & Performing Arts

Spring Awakenings

In a world where curiosity is stifled and questions are met with silence, a group of teenagers finds themselves thrust into the chaos of adolescence…

Friday, May 2nd
8:00 p.m.9:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Cut to the Chase 2025
May2
Theatre & Performing Arts

Cut to the Chase 2025

A staple of Chicago theater for over two decades, CUT TO THE CHASE presents six new plays as one fun night of theater. This year’s…

Friday, May 2nd
8:00 p.m.9:30 p.m.
The Den Theatre
1331 N Milwaukee Ave
R&B Invitation Tour
May2
Music & Comedy

R&B Invitation Tour

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2, 2025, for an evening of smooth vocals and timeless…

Friday, May 2nd
8:00 p.m.10:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey
May2
Music & Comedy

STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey

Moms. You know one. You have one. You may even BE one. They’re everywhere. And BOY, could they use a laugh. Luckily, we’ve got just what…

Friday, May 2nd
8:00 p.m.10:00 p.m.
The Laughing Academy
3230 Glenview Road
R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet
May2
Music & Comedy

R&B Invitation Tour: Joe, Musiq Soulchild & Eric Benet

The R&B Invitation Tour, featuring R&B legends Joe, Musiq Soulchild and Eric Benét, will take over the Arie Crown Theater in Chicago on May 2,…

Friday, May 2nd
8:00 p.m.11:00 p.m.
Arie Crown Theater
2301 S. Jean Baptiste Point DuSable, S Lake Shore Dr
SPIN Chicago First Fridays – “Dare to Rep Chi-Town”
May2
Sports & Recreation

SPIN Chicago First Fridays – “Dare to Rep Chi-Town”

Bringing the house party energy to Chicago, join SPIN on the first Friday of the month for an evening of ping pong, play and endless…

Friday, May 2nd
8:00 p.m.11:00 p.m.
SPIN Chicago
344 N State St, Chicago, IL 60654
Lowkey Funny Comedy Show
May2
Music & Comedy, Theatre & Performing Arts

Lowkey Funny Comedy Show

This monthly show will shine light on some of Chicago’s emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away…

Friday, May 2nd
8:30 p.m.11:00 p.m.
Laugh Factory, 3175 N. Broadway St, Chicago, IL 60657
3175 N. Broadway St
Latin Dance Night
May2
May3
Tours & Attractions

Latin Dance Night

Immerse yourself in a cultural experience on Friday evening! It’s the new and exciting Salsa & Bachata Night at Takito Street, where you can immerse…

Friday, May 2nd
9:00 p.m.Saturday, May 3rd
2:00 a.m.
Takito Street
2423 N Lincoln Ave
Comedy Dance Chicago presents: 8-BITS
May2
Music & Comedy, Theatre & Performing Arts

Comedy Dance Chicago presents: 8-BITS

We’re back with all new bits! This joyful mixture of sketch comedy and dance is filled with a variety of characters that are sure to…

Friday, May 2nd
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
May2
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, May 2nd
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
May2
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, May 2nd
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Franz West: Millennium Park
May3
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Saturday, May 3rd
Millennium Park
201 E Randolph St
Two hundred fifty one days
May3
Museums, Galleries & Exhibitions

Two hundred fifty one days

Two hundred fifty one days, a solo exhibition by Bryana Bibbs, is an artist’s exploration of loss, ancestry, time, and memory. The show’s title references…

Saturday, May 3rd
Chicago Cultural Center
78 E Washington St
Marriott Theatre Presents: Titanic The Musical
May3
Theatre & Performing Arts

Marriott Theatre Presents: Titanic The Musical

Chicagoland’s longest running musical theatre, Marriott Theatre, continues its 50th Anniversary Season celebration with the epic production of Titanic The Musical, directed and choreographed by…

Saturday, May 3rd
Marriott Theatre
10 Marriott Dr.
Comic Book Day Comic Shop Crawl
May3
Festivals, Fairs & Special Events

Comic Book Day Comic Shop Crawl

Every year, on the first Saturday in May, the industry comes together to give away free comics and encourage both curious, first-time comic book readers…

Saturday, May 3rd
Goblin Market Manga & Curiosities
2868 N Lincoln Ave
GO DOG GO! • VE PERRO ¡VE!
May3
Theatre & Performing Arts

GO DOG GO! • VE PERRO ¡VE!

Come along with these delightful dogs as they drive, swim, play baseball and make their way to the big dog party — all in a…

Saturday, May 3rd
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
Dressed in History: A Costume Collection Retrospective
May3
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Saturday, May 3rd
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Play For All at Chicago Children’s Museum
May3
Museums, Galleries & Exhibitions

Play For All at Chicago Children’s Museum

Play For All Saturday, April 5 at 10 am First Saturday of Every Month (through June 2026)   Chicago Children’s Museum’s Play For All initiative…

Saturday, May 3rd
10:00 a.m.12:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
Marché Privé
May3
Festivals, Fairs & Special Events

Marché Privé

 Marché Privé, a curated luxury pop-up market, is proud to announce its returning event celebrating Chicago’s BIPOC creative entrepreneurs. Scheduled to coincide with Derby Day,…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
The Promontory
5311 S. Lake Park Ave. W
May Mercadito Artisan Fair
May3
Festivals, Fairs & Special Events

May Mercadito Artisan Fair

The Mercadito (Spanish for “minimarket”) is a craft fair that showcases artist vendors offering a diverse range of handmade crafts. Visitors will find unique artisanal…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
GROW/PROGRESANDO
7056 N Clark St
Flight of Butterflies
May3
Museums, Galleries & Exhibitions

Flight of Butterflies

ntroducing the Flight of Butterflies! This city-wide exhibit merges nature, art, and story telling, creating a memorable experience for all in Chicago. Local artists adorn…

Saturday, May 3rd
10:00 a.m.4:00 p.m.
The Art and Science of Arachnids
May3
Museums, Galleries & Exhibitions

The Art and Science of Arachnids

Get ready to encounter a variety of fascinating animals in The Art and Science of Arachnids! Visitors of all ages will have the opportunity to experience…

Saturday, May 3rd
10:00 a.m.4:00 p.m.
Level Up: Writers & Gamers
May3
Museums, Galleries & Exhibitions

Level Up: Writers & Gamers

Embark on a thrilling adventure into the world of game writing! Level Up: Writers & Gamers takes you on a journey from the 1970s to today,…

Saturday, May 3rd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
bean-night

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